Stadium: Court 1 Round: 25 Ground: Clay
| ITF M25 Telavi | 2021/07/27 09:05 | Zura Tkemaladze v Issei Okamura | 7-6,6-3 |
| ITF M25 Tulsa | 2021/06/14 18:00 | Axel Nefve v Issei Okamura | 6-3,6-2 |
| ITF M25 Santo Domingo | 2021/06/07 18:00 | Issei Okamura v Gabriel Evans | 2-6,6-4,8-10 |
| ITF M25 Santo Domingo | 2021/06/02 13:25 | Jose Olivares v Issei Okamura | 6-3,6-2 |
| ITF M25 Santo Domingo | 2021/06/01 13:00 | Issei Okamura v Ronan Jachuck | 3-6,7-5,10-7 |
| ITF M15 Sharm El Sheikh | 2021/04/08 07:30 | Nicolas Moreno De Alboran v Issei Okamura | 7-5,6-1 |
| ITF M15 Sharm El Sheikh | 2021/04/07 12:50 | Alexandros Skorilas v Issei Okamura | 5-7,2-6 |
| ITF M15 Sharm El Sheikh | 2021/03/31 14:10 | Issei Okamura v Petros Chrysochos | 2-6,4-6 |
| ITF M25 Telavi | 2021/07/31 07:55 | Aleksandre Bakshi v Yanki Erel | 6-3,2-6,2-6 |
| ITF M25 Telavi | 2021/07/30 08:00 | Aleksandre Bakshi v Danil Spasibo | 6-3,6-4 |
| ITF M25 Marburg | 2021/07/06 14:40 | Aleksandre Bakshi v Tim Handel | 3-6,2-6 |
| Davis Cup | 2021/06/19 08:00 | Aleksandre Bakshi v Osgar O'Hoisin | 6-4,6-3 |
| Davis Cup | 2021/06/18 07:50 | Aleksandre Bakshi v Menelaos Efstathiou | 3-6,3-6 |
| Davis Cup | 2021/06/16 08:00 | Aleksandre Bakshi v Daniel Siddall | 6-2,6-2 |
| ITF M15 Tbilisi | 2021/05/19 08:40 | Aleksandre Bakshi v Julian Cash | 7-6,5-7,2-6 |
| ITF M15 Antalya | 2021/04/19 07:00 | Leopold Zima v Aleksandre Bakshi | 7-6,6-4 |